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(3S,5S,9S,10R,13R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-5-methoxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 146261dc-6d52-4770-83a0-6ed8032d5efb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,5S,9S,10R,13R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-5-methoxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(C)C(C)C=CC(C)C1CCC2=C3C=CC4(CC(CCC4(C3CCC12C)C)O)OC
SMILES (Isomeric) C[C@H](/C=C/[C@@H](C)C(C)C)[C@H]1CCC2=C3C=C[C@]4(C[C@H](CC[C@@]4([C@H]3CC[C@]12C)C)O)OC
InChI InChI=1S/C29H46O2/c1-19(2)20(3)8-9-21(4)24-10-11-25-23-13-17-29(31-7)18-22(30)12-16-28(29,6)26(23)14-15-27(24,25)5/h8-9,13,17,19-22,24,26,30H,10-12,14-16,18H2,1-7H3/b9-8+/t20-,21-,22+,24-,26+,27-,28-,29-/m1/s1
InChI Key SNZGPSMPAXMYPW-QQFAQBDKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H46O2
Molecular Weight 426.70 g/mol
Exact Mass 426.349780706 g/mol
Topological Polar Surface Area (TPSA) 29.50 Ų
XlogP 6.70
Atomic LogP (AlogP) 7.10
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,9S,10R,13R,17R)-17-[(E,2R,5S)-5,6-dimethylhept-3-en-2-yl]-5-methoxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6064 60.64%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8142 81.42%
OATP1B3 inhibitior + 0.9523 95.23%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8859 88.59%
P-glycoprotein inhibitior + 0.6674 66.74%
P-glycoprotein substrate - 0.6378 63.78%
CYP3A4 substrate + 0.6630 66.30%
CYP2C9 substrate - 0.8191 81.91%
CYP2D6 substrate - 0.7670 76.70%
CYP3A4 inhibition - 0.9043 90.43%
CYP2C9 inhibition - 0.8137 81.37%
CYP2C19 inhibition - 0.7077 70.77%
CYP2D6 inhibition - 0.9490 94.90%
CYP1A2 inhibition - 0.7944 79.44%
CYP2C8 inhibition + 0.4686 46.86%
CYP inhibitory promiscuity - 0.8480 84.80%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4924 49.24%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9661 96.61%
Skin irritation - 0.5171 51.71%
Skin corrosion - 0.9624 96.24%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8303 83.03%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.5901 59.01%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8049 80.49%
Acute Oral Toxicity (c) I 0.4262 42.62%
Estrogen receptor binding + 0.8582 85.82%
Androgen receptor binding + 0.7031 70.31%
Thyroid receptor binding + 0.6974 69.74%
Glucocorticoid receptor binding + 0.7119 71.19%
Aromatase binding + 0.5612 56.12%
PPAR gamma - 0.5195 51.95%
Honey bee toxicity - 0.8058 80.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9641 96.41%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.80% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.71% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.27% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.65% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.45% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 90.45% 91.49%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.13% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.34% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.92% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.87% 95.89%
CHEMBL2581 P07339 Cathepsin D 86.27% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.01% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.49% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.71% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.83% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.73% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 80.93% 95.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162849233
LOTUS LTS0159503
wikiData Q105256787